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My Halloween As A 9 Year Old Was More Embarrassing Than Fun.

I was 9 and it was not long after my sister first introduced me to dressing up. My mother, a growing supporter of my budding feminine relationship with my sister, told us she just bought us matching devil costumes. I suppose they were very cute but I was not expecting our recent "girlish" games to be flaunted through the neighborhood.  We wore red satin ears (almost like a playboy bunny) with a red sequined mask over the eyes. We also wore a red see thru mesh blouse with sequins and a red sparkly skirt that flared out much too easily with any passing breeze. We also each wore a pair of my sister's shoes with mini heels.  My mom used bright red lipstick and bright blue matching eye shadow. Needless to say, my resistance went largely ignored and my cheeks pretty much stayed bright red through the night. I was never recognized but we were frequently asked if we were sisters.  It may have been my imagination, but i seemed to get a lot of candy that year.
kayleew2000 kayleew2000 18-21 16 Responses Mar 28, 2012

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So sweet and tingly girlish...would love to hear more about your 'girl experiences' and tell you about mine in turn.

Let's chat in our panties...okay ;-)

I'm always happy to share my stories, in fact, I often write about them and post them on EP.

As for chatting in panties ...that shouldn't be too difficult since I haven't worn (or owned) boy's underwear for many years.

Hi. Are you online right now?

My must embarrassing Halloween came when I was about 7. I remember it to this day. My mother made me up as a baby....that's right, a baby. Complete with bonnet, a soother and pillowcase for a diaper. Oh, how I hated that Halloween.

Reading your story, though, I only had one thought.

I'm sure you looked dazzling, considering the natural hue of your cheeks went so well with the rest of your costume.

You win ...I think going out dressed as a baby would be more embarrassing than dressed as a girl. Halloween was always a special day for my family ...which meant it was another day for me to be dressed as a princess or a witch or a fairy ...or some other feminine character in a public environment. It's funny, but I can't really remember what I dressed as before my "coming-out" but I think I may have been cat once ...or maybe I'm just remembering an earlier life :-).

One of nine, I suspect.

And, I would have taken witch, or pixie, or any other costume that would have allowed me to NOT walk down the street with a pillow case for a diaper.

That's pretty crazy. I never went through that but it sounds like fun. It must have been tough but exciting at the same time.

As with many CDs and TGs, I suppose Halloween is a pretty exciting time of the year. My most nerve-wracking Halloween was at a party last year when my girlfriend had me dress up as her French Maid. Yeow! That's when I learned the red wine can be very helpful under times of extreme stress.

I undetstand that. I've not worn one but I could try it.

I had so many opportunities to dress up in a girl's costume when I was younger, but I never did. Except for the time I went out dressed as a nurse. That was a fun Halloween.

Sounds like fun. How old were you?

I believe I was 12 or 13 at the time. My oldest sister was a nurse, and my other sister helped me get dressed up. Two of my other friends were also nurses, but everyone thought I looked the best and that my false breasts felt amazingly real. Go figure... It was fun. But I didn't like the attention from the guys as much as I loved the attention from the girls.

That's great Kay Lee and obviously your Mother read that your "protest" was more a smoke screen than for real ... smart woman.

Considering I'm still standing here about a dozen years later in skirts and dresses ...I suppose you're right!

So if you were wearing see-thru mesh blouses, did your mom also have you wearing a bra? Or did she let your nipples shine through?

I can't exactly remember but I'm betting she had my modesty protected with one garment or another.

You were so lucky to have such support. My family thought I was perverted

Your so lucky I'd giving anything for that experience

Well your 'secret' was out in the neighbourhood, wasn't it? ;-) It is too bad at the time you didn't enjoy it, but I imagine that your sis and mom did, and now when you look back some things like that are now high lights and fun to remember. So do you and your sis and mom still talk about it when Halloween comes around?

After that year, every Halloween found me in some sort of feminine costume. I also remember with some fondness the years of being a which, a princess and an angel with wings. On the occassional get-together with my mom and sister, we don't often talk of the first year or two of my girlish life. Although we all bonded though the years and were quite close as girls, my mom and I still disagree as whether the original idea was mine or hers. Its a moot point perhaps now, but occassionally I wonder what might have been ...but not so much as to give up everything I have now.

That's a great story in its self KayLee. You are so right it is a moot point who had the original idea of dressing you in a feminine costume, you or your Mom, that Halloween. I happened and since then it opened the door to your girlish life and that no doubt brings back fond memories not only for you, but for your Mom and sister as well.
Lee

Thats how i am who i am today because i was forced to dress up as a girl when i was little. But now its my comfort zone

I often wondered how I could go from resisting and resentful of girlish clothes to finding comfort and enjoyment. I suppose an addict might have the same question.

Some times i often wonder if i wasnt made to dress up would i even have the feelings i have x

You and your sister wore corsets and skirts? Not the traditional devil red bodysuit with red tights?

lol. Corset probably wasn't the right word. I just remember being layered up by mom because it is usually cold in michigan by end of October. I remember a red elastic mesh type of coverup I wore over a turtleneck sweater. I couldn't think of what else to call it but a corset.

I think being embarrassed added to the excitement!!

My nephew dressed as a girl for Halloween in 1988, he was just 9 years old. He looked so much like a girl some candy givers told him to prove he was a boy. He just lifted his wig. That night neighbors were calling each other telling each other about him, <br />
much to the chagrin of his sisters he brought home 3 times as much candy.

When I was 9, my mother and aunt decided to dress my cousin and I up as girls. I pretended I didn't want to, but secretly I couldn't wait!! This was in the 70's, so they dressed us in a mini skirt, pantyhose, a bodysuit, and go go boots. We both also wore wigs. They put a little make up on us, but not much. <br />
<br />
I was always jealous that the girls got to wear tights and bodysuits -- so being able to wear them myself for a night was pure heaven!! I still have a thing for bodysuits and tights to this day...Thanks, Mom!!

I'm sorry it was so embarrassing for you! I really love Halloween dress-up stories, and thought yours was great. You and your sister were twins for the night!

Thank you, Jenny. I was only 8 or 9, but many of my memories of that first summer in dresses left me feeling quite embarrased or worse. Somewhere along the line I must have embraced my new role as a sister and daughter because I fondly remember so many other good times the three of us "girls" went shopping together, or did each other's nails or hair ...and countless other girlish things. I do remember, however, going through a phase when I was 15 or 16 when I wanted to see life as a boy again. I think I had come to notice and respond to how girls were changing. My mother was adamant to keep me in dresses, and eventually, I learned to fully accept and appreciate who I am.

Cool experience .... thanks for sharing.

You're very welcome!